Cesium carbonate → 3,5-Bis-(2-oxo-pyrrolidin-1-yl)benzoic Acid Methyl Ester

HRID 1612433노트

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HRID 1612433 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8](I)[CH:7]=[C:6](Br)[CH:5]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][C:14]1=[O:18].[C:19]([O-:22])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:7]=[C:6]([N:13]2[CH2:14][CH2:15][CH2:16][C:19]2=[O:22])[CH:5]=1

참가 물질

7

반응물 3

HCID 10796Cesium carbonateHCID 120252-PyrrolidoneHCID 21942573Methyl 3-bromo-5-iodobenzoate

생성물 1

HCID 693577583,5-Bis-(2-oxo-pyrrolidin-1-yl)benzoic Acid Methyl Ester수율 238.5%

시약·촉매·용매 3

HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)촉매HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

To a solution of 3-bromo-5-iodobenzoic acid methyl ester (588 mg, 1.72 mmol) in dioxane (10 ml) was added 2-pyrrolidinone (120 μl, 1.14 mmol), Cs2CO3 (720 mg, 2.21 mmol), xantphos (51 mg, 0.09 mmol) and pd2(dba)3 (28 mg, 0.03 mmol). The reaction mixture was stirred at 100° C. overnight, then cooled down to room temperature and filtered through celite and concentrated in vacuo. The product was purified by column chromatography (EtOAc) which yielded D7 (411 mg) as light yellow solid.

후처리

  1. temperaturecooled down to room temperature
  2. filtrationfiltered through celite and
  3. concentrationconcentrated in vacuo
  4. customThe product was purified by column chromatography (EtOAc) which

출처 및 근거

ORD 기록
ord-571ffa9281904ae49e27b3047906d727
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06992103B2

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